Day: August 19, 2021

Electric Literature of 86129-63-7, Adding some certain compound to certain chemical reactions, such as: 86129-63-7, name is Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate,molecular formula is C9H9Cl2NO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 86129-63-7.

To a solution of intermediate 33 (9.73 g, 1.5 eq) in anh. DMF (150 mL), at r. t. , under N2, was added NaH 60%/OIL (1.7 g, 1 eq) and the reaction mixture was stirred at r. t. for 20 min. A solution of ethyl 2, 4-dichloro-6-methyl-3-pyridinecarboxylate (10 g, 42.9 MMOL) was then added dropwise and the reaction mixture was stirred at 80oC for 4 hr. It was then cooled down to r. t. and quenched with ice water. The addition of EtOAc caused a precipitate to form. The white solid was collected by filtration, washed with water and dried in vacuo (5.2 g). The filtrate was transferred into a separatory funnel and the aqueous layer was extracted with EtOAc (2X100 mL). The combined organic layers were washed with sat. aq. NACI, dried over anh. NA2SO4, the solids were filtered and the solvent evaporated. The crude product was treated with EtOAc and left at r. t. overnight. The precipitate was filtrated, dried in vacuo and combined with the previous batch to give the title compound as a white solid (7.2 g, 48%). NMR (‘H, DMSO-D6) : 5 8.53 (d, 1H), 7.77 (s, 1H), 7.18 (bs, 1H), 6.89 (d, 1H), 4.32 (q, 2H), 3.75 (t, 2H), 3.42 (t, 2H), 3.31 (s, 3H), 1.26 (t, 3H). MS (M/Z) : 350 [MH] +.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 86129-63-7, Ethyl 2,4-dichloro-6-methyl-3-pyridinecarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SB PHARMCO PUERTO RICO INC; NEUROCRINE BIOSCIENCES INC; WO2004/94419; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39890-98-7, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 39890-98-7, name is 2,6-Dichloro-4-(trifluoromethyl)pyridine, molecular formula is C6H2Cl2F3N, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 2,6-dichloro-4-(trifluoromethyl)pyridine (2.0 g) in dry methanol (40 ml) was added a solution of sodium hydroxide (1.85 g) in dry methanol (7ml) and the reaction mixture stirred at 50C under nitrogen for two hours then allowed to cool. The reaction mixture was extracted with pentane (2 x 100 ml), and the extract combined and evaporated to afford the title compound (1.69 g) as a colourless oil. LCMS: Rt 1.75 min, m/z 212/214 [M+H]+. 1H-NMR (400 MHz, CDC13) delta (ppm): 4.00 (s, 3 H) 6.89 (s, 1 H) 7.12 (s, 1 H)

According to the analysis of related databases, 39890-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; HALL, Adrian; FARTHING, Christopher Neil; EATHERTON, Andrew John; WO2014/13076; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6972-69-6, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.6972-69-6, name is N,N-Dimethylnicotinamide, molecular formula is C8H10N2O, molecular weight is 150.1778, as common compound, the synthetic route is as follows.

Step 2:[336] (0.05 g, 0.072 mmol, 1.0 eq) sodium iodide (0.038 g, 0.21 mmol, 3.0 eq) and nicotinamide [322] (0.011 g, 0.072 mmol, 1.0 eq) were added in ACN (3 ml). The reaction mixture was stirred at RT for 16 h in dark. Reaction progress was monitored by TLC. Solvent was removed under vacuum to get a crude product. The crude product obtained was triturated with diethyl ether (2 x 10 ml) to get the desired product [337], as black solid (0.044 g, 75%).

Statistics shows that 6972-69-6 is playing an increasingly important role. we look forward to future research findings about N,N-Dimethylnicotinamide.

Reference:
Patent; SPHAERA PHARMA PVT. LTD; DUGAR, Sundeep; MAHAJAN, Dinesh; HOLLINGER PETER, Frank; WO2012/137225; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 181123-11-5 , The common heterocyclic compound, 181123-11-5, name is 5-Chloro-2-cyano-3-nitropyridine, molecular formula is C6H2ClN3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 2;. Preparation of 3-Amino-5-chloro-pyridine-2-carboxylic acid methyl ester; Heat at 90 C a mixture of 5-chloro-3-nitro-pyridine-2-carbonitrile (1.0 g, 5.90 mmol) and tin (II) chloride (6.79 g, 29.5 mmol) in ethanol (10 mL) for 3 h. Evaporate the solvent under reduced pressure, add a solution of 35% hydrochloric acid (5 mL) and reflux the mixture for 6 h. Concentrate the reaction in vacuo to dryness and dissolve the resulting residue in methanol (20 mL). Add thionyl chloride (0.95 mL, 7.08 mmol) at room temperature and heat the mixture at 90 C for 24 h. Remove the solvent under reduced pressure, add ethyl acetate, and wash with a saturated solution of sodium bicarbonate. Separate the organic layer, dry over sodium sulfate, filter, and concentrate under reduced pressure. Purify the residue using silica gel chromatography, eluting with ethyl acetate to afford the title compound (0.77 g, 70%). H-NMR (CDCl3, 3 00 MHz): 8 3.97 (s, 3 H) ; 5.85 (bs, 2 H) ; 7.06 (d, J = 2.0 Hz, 1H), 7.97 (d, J = 2.0 Hz, 1H).

The synthetic route of 181123-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97805; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 14294-11-2, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 14294-11-2, name is 1-(Pyridin-2-yl)thiourea, molecular formula is C6H7N3S, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

N-Pyridin-2-ylthiourea 51b (5 g; 35.9 mmol) and 2-(3-bromo-2-oxopropyl)-1H-isoindole-1,3 (2H)-dione (9.1 g; 32.26 mmol) were stirred in 500 ml of THF at RT for 2 h. The precipitate which had formed was filtered off and dried. 12.3 g of white solid; ESI-MS [M+H+]=337.05.

According to the analysis of related databases, 14294-11-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Abbott GmbH & Co. KG; US7105508; (2006); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-70-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.609-70-1, name is 4-Hydroxynicotinic acid, molecular formula is C6H5NO3, molecular weight is 139.11, as common compound, the synthetic route is as follows.

7.92 (1H, d, SPC238 8.57 (1H, s, SPC239 PREPARATION OF THE STARTING MATERIAL To 80 ml. of dichloromethane solution containing 9.8 g. of 4-hydroxynicotinic acid and 10 ml. of triethylamine was added dropwise 7 ml. of thionyl chloride with stirring under ice-cooling over a period of 20 minutes and the mixture was stirred for 2 hours at room temperature. The crystals thus formed were recovered by filtration, washed with a small amount of dichloromethane, and then dried to provide 4-hydroxynicotinoyl chloride.

The chemical industry reduces the impact on the environment during synthesis 609-70-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US3953428; (1976); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 18437-58-6 , The common heterocyclic compound, 18437-58-6, name is 4-Amino-2-picoline, molecular formula is C6H8N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

1003651 Step A: 2-Methylpyridin-4-amine (0.28 g, 2.6 mmol) was placed in THF (5 mL) and cooled to -78C. t-BuLi (1.5 mE, 2.6 mmol) was added dropwise, and the solution was warmed to 0C for 30 minutes. This solution was then added dropwise to a -78C THF solution (5 mL) of (5)-i -(2-(tert-butyldimethylsilyloxy)- 1 -(4-chloro-3 -fluorophenyl)ethyl)-4-(2-(methylsulfonyl)pyrimidin-4-yl)pyridin-2( 1 11)-one (0.070 g, 0.13 mmol). The reaction was stirred for an additional 30 minutes at -78C, then poured into water, and extracted with DCM. The combined organic fractions were dried (MgSO4), filtered, and concentrated to give the crude product, which was purified by column chromatography (500:10-500:20 DCM/MeOH) to give the product (5)-i -(2-(tert-butyldimethylsilyloxy)- 1 -(4-chloro-3 – fluorophenyl)ethyl)-4-(2-((2-methylpyridin-4-yl)amino)pyrimidin-4-yl)pyridin-2( 111)-one(0.028 g, 38% yield).

The synthetic route of 18437-58-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James F.; CHICARELLI, Mark Joseph; GARREY, Rustam Ferdinand; GAUDINO, John; GRINA, Jonas; MORENO, David A.; MOHR, Peter J.; REN, Li; SCHWARZ, Jacob; CHEN, Huifen; ROBARGE, Kirk; ZHOU, Aihe; WO2013/130976; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 22282-72-0, 2-Oxo-1,2-dihydropyridine-4-carboxylic acid, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 22282-72-0, blongs to pyridine-derivatives compound. Recommanded Product: 22282-72-0

Preparative Example 4.30 4-[(4-iodo- lH-pyrazol- 1 -yl)methyl]py Step 1 : Borane-THF (29 mL, 1.0 M) was added to a solution of 2-oxo-l,2- dihydropyridine-4-carboxylic acid (1 g, 7.19 mmol) in THF (15 mL) at 0 C. The mixture was stirred at 25 C for 2 hours. Methanol was added and the mixture was concentrated under reduced pressure to afford 4-(hydroxymethyl)pyridin-2(lH)-one. MS ESI calc’d. for C6H8 02 [M + H]+ 126, found 126. XH NMR (400 MHz, CD3OD) delta 7.40 (d, J= 6.8 Hz, 1H), 6.58 (s, 1H), 6.38 (d, J= 6.4 Hz, 1H), 4.52 (s, 2H).

The synthetic route of 22282-72-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; MACHACEK, Michele, R.; ALTMAN, Michael, D.; ROMEO, Eric, T.; VITHARANA, Dilrukshi; CASH, Brandon; SIU, Tony; ZHOU, Hua; CHRISTOPHER, Matthew; KATTAR, Solomon, D.; HAIDLE, Andrew, M.; CHILDERS, Kaleen Konrad; MADDESS, Matthew, L.; REUTERSHAN, Michael, H.; DUCHARME, Yves; GUERIN, David. J.; SPENCER, Kerrie; BEAULIEU, Christian; TRUONG, Vouy Linh; GUAY, Daniel; NORTHRUP, Alan, B.; TAOKA, Brandon, M.; LIM, Jongwon; FISCHER, Christian; BUTCHER, John, W.; OTTE, Ryan, D.; SUN, Binyuan; WO2013/192125; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1229006-21-6, name is Methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylate, molecular formula is C26H26F2N2O7, molecular weight is 516.4907, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylate

Example 2e Methyl 5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-1-[2-hydroxy-2-(methyloxy)ethyl]-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate (in equilibrium with the corresponding aldehyde) Methyl 1-[2,2-bis(methyloxy)ethyl]-5-({[(2,4-difluorophenyl)methyl]amino}carbonyl)-4-oxo-3-[(phenylmethyl)oxy]-1,4-dihydro-2-pyridinecarboxylate 25 (11.6 g) was treated with 90% formic acid (250 mL) at 40 C. for ?12 hours (monitored by LC-MS). After the solvents were evaporated at <40 C., the residue was re-dissolved in EtOAc (?1 L) and the resulting solution was washed with NaHCO3 and brine. The organic phase was then dried over Na2SO4. After evaporation of solvents, the titled compounds 26 and 27 were obtained as an approximate 80/20 equillibrium mixture (10.57 g). 1H NMR (400 MHz, DMSO-d6) 5 ppm 10.3 (m, 1H), 9.47 (s, aldehyde-H. ?0.2H)), 8.4 (m, 1H), 7.3 (s, 6H), 7.2 (m, 1H), 7.0 (m, 1H), 6.3 (m, 2H), 5.1 (s, 3H), 4.9 (m, 1H), 4.5 (m, 3H), 3.9 (m, 2H), 3.8 (s, 3H). LC-MS, for 26 (M+H+), calcd 503, obsd 503; for 27 (M+H2O+H+), cald 489, obsd 489. At the same time, in my other blogs, there are other synthetic methods of this type of compound,1229006-21-6, Methyl 3-(benzyloxy)-5-((2,4-difluorobenzyl)carbamoyl)-1-(2,2-dimethoxyethyl)-4-oxo-1,4-dihydropyridine-2-carboxylate, and friends who are interested can also refer to it. Reference:
Patent; SHIONOGI & CO., LTD.; ViiV Healthcare Company; Kawasuji, Takashi; Nagamatsu, Daiki; (30 pag.)US9242986; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 97509-75-6, 3-Fluoropicolinonitrile, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Product Details of 97509-75-6, blongs to pyridine-derivatives compound. Product Details of 97509-75-6

Pre aration 86A: 3-Fluoro-4-iodopicolinonitrile[00297] To a solution of diisopropylamine (2.80 ml, 19.66 mmol) in THF (Volume: 201 ml) cooled to -78 °C was added n-butyllithium (7.86 ml, 19.66 mmol) dropwise. The dry ice/acetone bath was replaced with an ice water bath and reaction mixture was stirred at 0 °C for 25 min, and then re-cooled to -78 °C. In a separate flask, a solution of 3- fluoropicolinonitrile (1.5 g, 12.29 mmol) in THF (50 mL) was cooled to -78 °C, and then LDA (130 mL, 1.0 equiv) was added. The solution turned dark red. After 35 min, iodine (3.43 g, 13.51 mmol) was added rapidly. The reaction mixture was stirred for 45 min, then quenched with H20. Layers were separated and the aqueous phase extracted with CH2CI2 (2X). Organics combined, dried over Na2S04, filtered, and concentrated to afford a brown residue. The crude material was dissolved in a minimal amount of CH2CI2 to be chromatographed. Purification of the crude material by silica gel chromatography using an ISCO machine (80 g column, 60 mL/min, 0-20percent EtOAc in hexanes over 23 min, tr = 18 min) gave the title compound (1.7 g, 6.79 mmol, 55.2percent yield) as a brown solid.

The synthetic route of 97509-75-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem